Fagaramide is a naturally occurring compound found in various species of Zanthoxylum plants. It, and analogs based on its skeleton, have been investigated for various biological effects. The relatively simple structure and ease of synthesis have allowed production of libraries of related compounds.[1]

Fagaramide
Names
Preferred IUPAC name
(2E)-3-(2H-1,3-Benzodioxol-5-yl)-N-(2-methylpropyl)prop-2-enamide
Other names
  • trans-Fagaramide
  • N-Isobutyl-3,4-methylenedioxy-trans-cinnamamide
Identifiers
3D model (JSmol)
3DMet
ChEBI
ChEMBL
ChemSpider
KEGG
  • InChI=1S/C14H17NO3/c1-10(2)8-15-14(16)6-4-11-3-5-12-13(7-11)18-9-17-12/h3-7,10H,8-9H2,1-2H3,(H,15,16)/b6-4+
    Key: WKWYNAMJWDRHBP-GQCTYLIASA-N
  • CC(C)CNC(=O)/C=C/C1=CC2=C(C=C1)OCO2
Properties
C14H17NO3
Molar mass 247.294 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

References

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  1. ^ Tomas, Melissa Barrera; Shiao, Tze Chieh; Nguyen, Phuong Trang; Bourgault, Steve; Roy, René (2018). "Synthesis of Analogs of ''Trans-Fagaramide and Their Cytotoxic Activity". Pharmaceutical Chemistry Journal. 51 (11): 995–1004. doi:10.1007/s11094-018-1729-1. S2CID 3359743.